Casey Key Vacation Packages for 2026

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Top Hotel Deals

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

3 out of 5
221 Casey Key Road Nokomis FL
3.52 km from city center
Book a stay at this beach hotel in Nokomis. Enjoy free WiFi, free parking, and a private beach. Popular attractions Venice Beach and Nokomis Beach are located ...
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
25.92 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
19.27 km from city center
Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
11.24 km from city center
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive Longboat Key FL
25.11 km from city center
Book a stay at this luxury hotel in Longboat Key. Enjoy a full-service spa, 3 restaurants, and a private beach. Popular attractions St. Armands Circle and Lido ...
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
11.96 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail Sarasota FL
21.09 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our ...
Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr Longboat Key FL
31.42 km from city center
Book a stay at this beach resort in Longboat Key. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
25.04 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
20.91 km from city center
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E Sarasota FL
27.47 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
15.14 km from city center
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
18.51 km from city center
Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
11.1 km from city center
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located ...
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

3 out of 5
950 University Parkway Sarasota FL
25.83 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Nov 9 - Thu, Nov 12
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Nov 9 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Thu, Nov 12, priced at $237 found 4 days ago
United
Sat, Oct 17 - Tue, Oct 20
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$247 Roundtrip, found 23 hours ago
$247
Roundtrip
found 23 hours ago
Select United flight, departing Sat, Oct 17 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Tue, Oct 20, priced at $247 found 23 hours ago
JetBlue Airways
Wed, Sep 23 - Wed, Oct 14
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$277 Roundtrip, found 4 days ago
$277
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Sep 23 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Oct 14, priced at $277 found 4 days ago
American Airlines
Wed, Nov 4 - Mon, Nov 16
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$307 Roundtrip, found 4 days ago
$307
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Nov 4 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Mon, Nov 16, priced at $307 found 4 days ago
Southwest Airlines
Sun, Nov 1 - Wed, Dec 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$337 Roundtrip, found 1 day ago
$337
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sun, Nov 1 from LaGuardia to Sarasota-Bradenton Intl., returning Wed, Dec 2, priced at $337 found 1 day ago